(2E,4E)-5-[4-(2H3)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dien-1-ol

• ChemBase ID: 173186
• Molecular Formular: C16H22O2
• Molecular Mass: 246.34468
• Monoisotopic Mass: 246.16197994
• SMILES: c1(/C=C/C(=C/CO)/C)c(c(c(cc1C)OC)C)C
• Canonical SMILES: OC/C=C(/C=C/c1c(C)cc(c(c1C)C)OC)\C
• InChI: InChI=1S/C16H22O2/c1-11(8-9-17)6-7-15-12(2)10-16(18-5)14(4)13(15)3/h6-8,10,17H,9H2,1-5H3/b7-6+,11-8+
• InChIKey: PAESCFRMRPPDGE-HRCSPUOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-5-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dien-1-ol
• IUPAC Traditional name: (2E,4E)-5-[4-(^2H₃)methoxy-2,3,6-trimethylphenyl]-3-methylpenta-2,4-dien-1-ol
• Synonyms: 5-(4-Methoxy-d3-2,3,6-trimethylphenyl)-3-methyl-2,4-pentadien-1-ol

Database IDs

• PubChem SID: 164229096
• PubChem CID: 46782173

CALCULATED PROPERTIES

• Acid pKa: 16.43577
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.9689815
• LogD (pH = 7.4): 3.9689815
• Log P: 3.9689815
• Molar Refractivity: 79.3799 cm^3
• Polarizability: 29.422216 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Orange Yellow Oily Residue

DETAILS

Toronto Research Chemicals - M271622

An intermediate for the synthesis of analogs of retinoid lactone.

REFERENCES

• Lewin, A.H., et al.: Pharm. Res., 12, 983 (1995).